title: Cholesterol modification of (Bio)polymers using UV-Vis traceable chemistry in aqueous solutions.
abstract: Cholesterol modification of synthetic and biological polymers is achieved using of thiocholesterol (TC) and thiol-disulfide exchange. TC is reacted with Ellman's reagent to produce a mixed disulfide (TC-ER) which is activated towards thiol-disulfide exchange. TC-ER is used to obtain an inclusion complex with methyl-β-cyclodextrin, which is then employed to achieve cholesterol functionalization of a model peptide, synthetic polymers, and physical hydrogels based on poly(vinyl alcohol). It is anticipated that the established techniques will significantly broaden the use of cholesterol in bio- and nanotechnology and specifically biomedicine.
authors.affiliation: Department of Chemistry, Aarhus University, Langelandsgade 140, DK-8000 Aarhus C, Denmark.
authors.forename: Kasper F
authors.initials: KF
authors.lastname: Rasmussen
authors.forename: Anton A A
authors.initials: AA
authors.lastname: Smith
authors.forename: Pau
authors.initials: P
authors.lastname: Ruiz-Sanchis
authors.forename: Katrine
authors.initials: K
authors.lastname: Edlund
authors.forename: Alexander N
authors.initials: AN
authors.lastname: Zelikin
mesh_terms: D060326:Chemistry Techniques, Synthetic; D002784:Cholesterol / Q000031:analogs & derivatives / Q000737:chemistry*; D004220:Disulfides / Q000737:chemistry; D020100:Hydrogels; D011108:Polymers / Q000138:chemical synthesis / Q000737:chemistry*; D011142:Polyvinyl Alcohol / Q000737:chemistry; D011205:Povidone / Q000737:chemistry; D012995:Solubility; D012996:Solutions; D013438:Sulfhydryl Compounds / Q000737:chemistry; D014466:Ultraviolet Rays
chemical_list: D004220:Disulfides; D020100:Hydrogels; D011108:Polymers; D012996:Solutions; D013438:Sulfhydryl Compounds; C002297:thiocholesterol; D011142:Polyvinyl Alcohol; D002784:Cholesterol; D011205:Povidone
keywords: biomaterials; cholesterol; hydrogels; reversible addition fragmentation chain transfer (RAFT)